(2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid

Base Information

• Chemical Name: (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid
• CAS No.: 116399-94-1
• Molecular Formula: C₁₇H₃₀O₃Si
• Molecular Weight: 310.509
• Mol file: 116399-94-1.mol

Synonyms:(2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid

Chemical Property of (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid

There total 8 articles about (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (116399-92-9) → (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid (116399-94-1)

Guidance literature:

With oxalic acid; silica gel; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(00)96582-1

Reference yield:

2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (116399-92-9) → (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid (116399-94-1) + [(1S,3S,4R)-4-Methyl-2-methylene-3-(3-oxo-butyl)-cyclohexyl]-acetic acid

Guidance literature:

With oxalic acid; silica gel; In dichloromethane; for 24h;

DOI:10.1021/jm960200e

Reference yield:

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane (116399-89-4) → (2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid (116399-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / pyridine / tetrahydrofuran / Heating

2: 1.) n-BuLi, TMEDA, 2.) DMF

3: 1.) Et₂O, pentane, -78 deg C, 2.) DMAP, 20 deg C

4: 56 percent / LICA / tetrahydrofuran / -78 deg C to 20 deg C

5: 97 percent / aq. oxalic acid, silicagel / CH₂Cl₂ / 20 °C

With pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; oxalic acid; silica gel; lithium cyclohexylisopropylamide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)96582-1

upstream raw materials:

2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane

(5R)-5-methyl-2-(phenylsulfinyl)cyclohexan-1-one

2,5,5-trimethyl-2-<2'-((1''S)-2''-formyl-6''(R)-methylcyclohex-2''-enyl)ethyl>-1,3-dioxane